Pet Sitting & Drop Ins in Rogers Park, Chicago
Book a pet sitter to stop by your home a few times a day to feed and play with your pet.

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Top rated Rogers Park pet sitters

“Sarma was an excellent cat-sitter! It was the first time that I went on vacation and left Oliver alone and she felt me very confident. Since the first time she gained Oliver’s confidence and I really appreciated all pictures and messages that she sent to me on these days. I’d choose her again without doubt!”


“Jordan is a wonderful and thoughtful pet sitter. He was great at keeping me updated and from our first meeting I trusted him 100%. My cat is pretty friendly but I was still surprised by how fast Meatball warmed up to him, but then again they do say animals can sense good energy! Will definitely book again.”


“Helped out very last minute for long term care of 2 cats. Great communication, reliable, and helpful. Great experience and would absolutely recommend Crystal to anyone looking for a pet sitter.”


“Despite twisting her ankle on another dog walk Amanda made plans to have someone else take care of our pup. She was kind and communicated well! Would hire her again!”


“Jacob is great with my older dog Simba. They had a good time and he knows how to handle an older dog which I am very grateful for. I will definitely use rover again. Thank you for taking care of my baby.”



“Lila was wonderful taking care of our two cats while we were out of state. Followed all our instructions and went above and beyond! I fully trust Lila with our cats and will happily rebook in the future.”


“A very professional and detail oriented sitter. I felt safe knowing that when I came home things were going to be in order. I also got the most pics I've ever gotten when booking so I knew they were happy and healthy.”


“Luna has been fantastic! So caring; my cat, Romy, loves Luna (the other one is too shy). Luna did a great job and followed all my instructions, which I greatly appreciate. Unfortunately Romy seems disappointed that I’m back home - and I’m not joking!!! Already booked again!”


“Caroline was amazing!! She was super amenable to my scheduling changes when it came to meeting up and exchanging the keys and was very friendly and gentle with my two cats throughout the whole booking. I loved getting the updates and she was very detailed in her reports making sure to keep me posted on timing, etc. I’ll definitely be reaching out next time I’m going out of town and would highly recommend!”


“Kayla was amazing! She walked and did drop-ins for my pup and always sent lots of pictures with each visit! Felt so good to know that my pup was taken care of while I was on vacation for a week! 10/10 reccomend!”


“Victoria was super responsive and professional in how she handled the booking as well as the care provided to our cat. I would highly recommend her in the future.”


“Orlando took all my anxiety about leaving my two cats for a week. I got that first sigh of relief after the first report and pictures, and every update after that just helped me relax. And, I think my cats have a new best friend! They kept living their best life with Orlando! Can’t thank him enough. What a blessing it is to have this service in Portales!”


About: I have not gone a year of my life to this point without having a family dog and now my own. I have pet-sat many times for people in the neighborhood I grew up in, as well as friends and family. I love dogs and cannot wait to meet yours! I am extremely flexible, and can make any date or time work. I find it best to check in on pets early in the morning, and then later in the afternoon or evening before the sun goes down. I make sure that any pet I look after is treated with love and compassion. I understand how stressful it can be to have someone they do not know interact with them, and my patience and experience with many dogs goes a long way. I also previously worked as a Veterinarian's Assistant, and learned how to care for and make a diverse array of dogs feel safe and comfortable.


About: Hello, I am a responsible, cat and dog lover that will ensure the safety of your pet. I have many years experience of pet care. Currently, I have three cats. Although, I do not currently have a dog, I've had many wonderful years filled with different variety of furry family members including beautiful German Sheperds, Collies, Beagles, Labs, and a few I'm just not sure the the breed :) big and small dogs that have I enjoy walks either a fast pace or slow depending on the individual need. I currently work full-time. I try to be as flexible as possible with my work schedule to make it work out so I'm available as needed for the pet(s) . I'm available full-time on weekends I will follow the pet care instructions that you want in your home. I will follow your routine to help your pet feel safe and secure while you are away. I’ll enjoy meeting you and your pet(s) prior to your scheduled booking. It just helps determines if it's a good fit for everyone :)

About: Dogs have been a part of my life since the day I was born — they’ve always been my best friends. My family never imagined life without pets, and I truly understand what they mean to you. That’s why you can relax — I’ll 100% connect with your pup. I’m great with walks and home care, and I treat every dog with love and respect. 🐾 I work as a content creator with a flexible schedule, so I have plenty of time to care for your pet! I’m available on both weekdays and weekends. I’m happy to stay at your home and care for your pets for as long as needed. I always make sure your fur babies feel safe, comfortable, and well-cared for in their familiar space. Whether it’s playtime, cuddles, or walks — I’m here to give them all the attention they need.
Loving pet sitters in your neighborhood
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Sarma A.

“Sarma was an excellent cat-sitter! It was the first time that I went on vacation and left Oliver alone and she felt me very confident. Since the first time she gained Oliver’s confidence and I really appreciated all pictures and messages that she sent to me on these days. I’d choose her again without doubt!”


Christopher P.Star Sitter

“Christopher is awesome! Our cats aren’t big fans of other humans but they loved him. He also takes fabulous photos! We highly recommend him!!”


Jordan M.Star Sitter

“Jordan is a wonderful and thoughtful pet sitter. He was great at keeping me updated and from our first meeting I trusted him 100%. My cat is pretty friendly but I was still surprised by how fast Meatball warmed up to him, but then again they do say animals can sense good energy! Will definitely book again.”


Crystal P.

“Helped out very last minute for long term care of 2 cats. Great communication, reliable, and helpful. Great experience and would absolutely recommend Crystal to anyone looking for a pet sitter.”


Amanda J.Star Sitter

“Despite twisting her ankle on another dog walk Amanda made plans to have someone else take care of our pup. She was kind and communicated well! Would hire her again!”


Jacob L.

“Jacob is great with my older dog Simba. They had a good time and he knows how to handle an older dog which I am very grateful for. I will definitely use rover again. Thank you for taking care of my baby.”


Jessica S.Star Sitter

“Did great with BamBam and kept me clued in. Overall amazing. Definitely gonna book again!”




Lila W.Star Sitter

“Lila was wonderful taking care of our two cats while we were out of state. Followed all our instructions and went above and beyond! I fully trust Lila with our cats and will happily rebook in the future.”


Erica M.

“A very professional and detail oriented sitter. I felt safe knowing that when I came home things were going to be in order. I also got the most pics I've ever gotten when booking so I knew they were happy and healthy.”


Luna F.Star Sitter

“Luna has been fantastic! So caring; my cat, Romy, loves Luna (the other one is too shy). Luna did a great job and followed all my instructions, which I greatly appreciate. Unfortunately Romy seems disappointed that I’m back home - and I’m not joking!!! Already booked again!”


Kate W.Star Sitter

“Perfect”


Caroline R.

“Caroline was amazing!! She was super amenable to my scheduling changes when it came to meeting up and exchanging the keys and was very friendly and gentle with my two cats throughout the whole booking. I loved getting the updates and she was very detailed in her reports making sure to keep me posted on timing, etc. I’ll definitely be reaching out next time I’m going out of town and would highly recommend!”


Kayla M.Star Sitter

“Kayla was amazing! She walked and did drop-ins for my pup and always sent lots of pictures with each visit! Felt so good to know that my pup was taken care of while I was on vacation for a week! 10/10 reccomend!”


Victoria C.Star Sitter

“Victoria was super responsive and professional in how she handled the booking as well as the care provided to our cat. I would highly recommend her in the future.”


Orlando S.

“Orlando took all my anxiety about leaving my two cats for a week. I got that first sigh of relief after the first report and pictures, and every update after that just helped me relax. And, I think my cats have a new best friend! They kept living their best life with Orlando! Can’t thank him enough. What a blessing it is to have this service in Portales!”


Christopher G.
“Any dog cared for by Christopher is a lucky dog! Christopher has taken care of our dogs for many years, walking them, and staying with them when we were out of town. We came home to happy dogs, who ate well and were relaxed and healthy. Our dogs love him are are always to happy to see him.”




Chris C.

About: Hello, I am a responsible, cat and dog lover that will ensure the safety of your pet. I have many years experience of pet care. Currently, I have three cats. Although, I do not currently have a dog, I've had many wonderful years filled with different variety of furry family members including beautiful German Sheperds, Collies, Beagles, Labs, and a few I'm just not sure the the breed :) big and small dogs that have I enjoy walks either a fast pace or slow depending on the individual need. I currently work full-time. I try to be as flexible as possible with my work schedule to make it work out so I'm available as needed for the pet(s) . I'm available full-time on weekends I will follow the pet care instructions that you want in your home. I will follow your routine to help your pet feel safe and secure while you are away. I’ll enjoy meeting you and your pet(s) prior to your scheduled booking. It just helps determines if it's a good fit for everyone :)


Paige J.

“Paige took great care of our cat while we were away for a week! We loved the daily check in pictures, it looked like they had some lovely playtime.”


Arina S.
“I had to leave town for the weekend and booked Arina to take care of my dog — and I couldn’t have asked for a better experience! She was super communicative, sent daily updates and photos, and made sure my pup was happy, safe, and well cared for. I came home to a relaxed and content dog, and everything at home was just as I left it. Highly recommend and would absolutely book again❤️”




Icesis C.

“Icesis was amazing! Great communication and follow directions perfectly. She took great care of Cooper!”
How Rover works
1. Search
Read verified reviews by pet parents like you and choose a sitter who’s a great match for you and your pets2. Meet & Greet
Meet either virtually or in-person with a sitter to discuss the level of care needed for your pets while you’re away3. Book & Pay
All payments are processed through Rover’s secured platform and your booking is backed by 24/7 support. It’s that easy!
Why Choose Rover?
Cashless payments
Book and pay through Rover’s secured platform—no cash or checks required.
Reservation protection
It doesn’t happen often, but if your pet sitter has to cancel, we’ll work with you to find a new sitter.
World-class support
We’re friendly, knowledgable, and total pet fanatics. You can get in touch with us anytime.
Pet Sitting FAQs
Frequently asked questions about Rover
Rover makes it easy to reach out to multiple pet sitters about your booking. Typically, pet sitters on Rover respond in under an hour.
Experience can vary widely from pet sitter to pet sitter, but you can view reviews, years of experience, and number of repeat clients when comparing pet sitters available in Rogers Park.
Rover makes it easy to find Rogers Park pet sitters to provide loving care from their own home. The background-checked, 5-star pet sitters you can find on Rover will welcome your pet into their home when you’re away—whether it’s just for the weekend or longer. Pet sitting is great for:
- Pets of all ages and abilities, including puppies
- Pet parents looking for a safe, loving alternative to a kennel
- Pets who’d love to socialize with their pet sitter’s pets
Yes! Sitters joining Rover must pass a background check before offering their services. You can also easily keep in touch with your pet sitter through messages on Rover for delightful photo updates. The Rover team is available 24/7, and your pet sitter has access to advice from qualified veterinary professionals. In the rare event of any issues during a booking, rest easy knowing your pet is covered by the Rover Guarantee reimbursement program for eligible veterinary care.
Note: If your pet sitter requested to cancel this booking, then they need to cancel from their account. Please contact them via Rover Messages.
We get it—sometimes plans change and you may need to cancel your pet service. You can cancel an upcoming booking directly from the Rover app or your computer, in accordance with your sitter’s cancellation policy.
